Schengen visa: duration of stay is longer than validity?
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Going through passport control leaving the Schengen Area several hours early to get stamped out on the right side of midnight might not be possible. Your boarding pass might no be accepted at that time.
You do plan to overstay, which at least theoretically could prevent you from being admitted to the Schengen Area, which would be far worse than getting caught leaving a little bit too late.
Sometimes a Schengen visa is issued with a little bit longer validity than the original itinerary, to allow for reasonable changes like in your case. The maximum stay of 20 days for a proposed 17-day trip might indicate that they were going to give you some wiggle room. As a Schengen visa must remain valid for the duration of the visit you cannot possible make use of your 20 days during that 17-day period. The embassy seems to have made a mistake.
I would contact the embassy and politely ask for a new visa with an extra day.
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Source: stackoverflow.com
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